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Problems combining tifs into pdfs

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I am having issues with Acrobat 10. I ugraded to the latest version but had the problem before upgrade. I can make indevidual pdfs from tifs no problem but when I try to combine say 3 tifs or 100 tifs it just stops. I drag them in or use the button to import them, I then hit the combine button and it starts to check the security and the hangs and goes no further. Any way to fix this?  Mac OSX.8.3


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